chirality

Description

chirality in drug design
Sam Watkins
Quiz by Sam Watkins, updated more than 1 year ago
Sam Watkins
Created by Sam Watkins almost 9 years ago
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Resource summary

Question 1

Question
enantiomers are non identical mirror images with a plane of symettry
Answer
  • True
  • False

Question 2

Question
enantiomers are a pair of stereoisomers that are non identical mirror images of eachother
Answer
  • True
  • False

Question 3

Question
diastereoisomers are
Answer
  • a pair of non identical stereoisomers that are not mirror images of eachother
  • a pair of non identical stereoisomers that are mirror images of eachother
  • a pair of identical mirror images with a plane of symettry

Question 4

Question
when describing chiral centres.. (select all that are true)
Answer
  • R/S classifies a chiral centre by the groups around it
  • D/L classifies a chiral centre by comparison to a reference compound glyceraldehyde
  • d/l classifies a molecule by the direction it rotates polarised light d is clockwise
  • +/- is the same as R/S. R = + S = -

Question 5

Question
Biosynthesis (synthesis of molecules in a biological system) is often stereoselective
Answer
  • True
  • False

Question 6

Question
Chiral synthesis in the laboratory is often very [blank_start]difficult[blank_end]. It is even harder to scale up to industrial scale. Two approaches to obtaining pure chiral molecules are [blank_start]Chiral separation[blank_end] (use a physical method e.g chromatography to separate the desired stereoisomer from a mixture) and [blank_start]The Chiral Pool[blank_end] (use a starting material that already contains a chriral centre.)
Answer
  • difficult
  • straightforward
  • fast
  • Chiral separation
  • chiral synthesis
  • HPLC/MS
  • The Chiral Pool
  • The chemical pool
  • chiral separation
  • chiral splitting

Question 7

Question
about 25% of drugs are administered as a racemate - an equal mixture of stereoisomers
Answer
  • True
  • False

Question 8

Question
some drugs are given as a single isomer which means a larger dose is required
Answer
  • True
  • False

Question 9

Question
which of the following is FALSE
Answer
  • for a pair of stereoisomers the one with the greater activity is the eutomer
  • for a pair of stereoisomers the one with the lesser activity is the distomer
  • the ratio between the distomer and the eutomer is the disumic ratio

Question 10

Question
select which apply about the ADME of stereoisomers:
Answer
  • during ABSORPTION by transmembrane proteins stereoisomers of chiral drugs can absorb differently
  • during ABSORPTION by passive diffusion stereoisomers of chiral drugs absorb differently
  • DISTRIBUTION leads to the stereoisomers having different effects because they bind to the plasma proteins
  • METABOLISM causes stereoisomers to be the broken down same as the same enzymes are used for both R and S forms of the drug

Question 11

Question
The development of a [blank_start]single[blank_end] isomer drug from a previously marketed [blank_start]racemate[blank_end] is known as the [blank_start]chiral switch[blank_end]
Answer
  • single
  • R-
  • multi
  • racemate
  • eutomer
  • tablet
  • distomer
  • chiral switch
  • chiral pool
  • chiral centre

Question 12

Question
which are advantages of the chiral switch?
Answer
  • improved biological activity
  • opportunity to market a new product
  • reduced side effects
  • simpler pharmacokinetics
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